About this Principal Product Manager role at Yoodli AI Roleplays
Who we are
Each of us at Yoodli has faced our own communication challenges — overcoming a lisp, freezing during a job interview, feeling anxious about speaking up. That shared empathy shapes a culture that's uplifting, inclusive, and deeply authentic. We value humility, a bias for action, and the belief that we win together.
Our team includes former employees from Google, Apple, Microsoft, Tableau, and beyond, united by a problem we've personally lived. We're headquartered in the heart of Seattle, and we're having a lot of fun along the way. Our culture is built on failing fast, iterating constantly, and taking bold bets.
We've raised $60M — including a $40M Series B led by WestBridge Capital — backed by Madrona, Neotribe, Cercano, and incubated at the Allen Institute for AI. We're valued at $300M and grew revenue 900% year-over-year.
Our customers include Google Cloud, Snowflake, Databricks, RingCentral, SAP, FranklinCovey, KornFerry, Sandler Training, Toastmasters, and many more — with learners in over 150 countries. Results speak for themselves: Google Cloud certified 15,000+ reps without scaling headcount. Snowflake recovered 1,200+ manager hours per quarter. Harness cut training review time by 75%.
We've been featured in TechCrunch, Axios, The Information, Forbes, Fast Company, and more.
Try the platform free at yoodli.ai.
About the role
We’re hiring a PM who can operate with high ownership in a startup environment: identify the right problems, make decisions with imperfect information, and ship improvements that increase engagement and sustained usage (because everything downstream depends on it).
This is a hands-on role. You’ll work closely with engineering, design, and GTM to build product that enterprise teams actually adopt and that leaders can measure.
What you’ll do
- Drive engagement and sustained usage by diagnosing friction, clarifying value, and shipping iterative improvements (fast).
- Own problem discovery → solution definition → delivery → iteration for core enterprise workflows (admins, enablement, managers, learners).
- Build a product that keeps practice aligned with what’s currently true for a customer’s GTM team (messaging, positioning, materials), not last quarter’s content.
- Write specs that engineers can execute without ambiguity: crisp scope, edge cases, success metrics, and clear tradeoffs.
- Partner with GTM/CS to translate enterprise implementation pain into product bets that reduce operational burden at scale.
- Help make experiential learning legible and credible as a category through measurable improvement, analytics, and customer proof.
What we’re looking for
- Startup-grade PM who ships: high agency, low drama, strong follow-through.
- Strong product judgment: you can simplify, prioritize, and say “no” with reasons.
- Technical enough to work directly with engineers and understand constraints/tradeoffs.
- Business-minded: you naturally tie product choices to adoption, retention, readiness, and GTM outcomes.
- Clear writer and communicator (your docs reduce churn, not create it).
- Comfortable wearing multiple hats (including QA, customer calls, and unblocking).
- Ability to be on-site 3 days a week (M,T, Th) in our Seattle, WA office.
Bonus points
- Experience building B2B products sold into enablement/revops/sales leadership.
- Experience with products where “quality” involves managing variability and systematically reducing the unwanted parts (vs deterministic software).
- Experience with enterprise integrations and “source of truth” workflows (e.g., keeping systems aligned as content changes).
What’s in it for you?
High ownership and speed: small team, real responsibility, minimal bureaucracy.
A clear strategic direction: build the experiential learning category, starting with GTM, then expand once the category foundation is credible.
Direct impact: Product work tied to measurable improvement and enterprise outcomes.
Competitive compensation: Significant equity opportunities at a venture-backed company
Base compensation: $174k - $200k
Join a fun, inclusive and highly motivated team culture (and help define it!)
